- Our list of the best things to do in Chestertown, Maryland, features the top 87 nearby activities — including 35 great attractions with user approval ratings of 90% or more!
- Chestertown, MD has a variety of great sights and experiences nearby. Top categories include: Outdoor Places, Sights & Landmarks, Museums & Galleries, and Entertainment & Shows.
- The results below include the top 9 things to do within the city of Chestertown, MD , followed by 78 popular activities in nearby cities, including Stevensville, Havre de Grace, Pasadena, Middletown, Rock Hall, Dundalk, Essex, Queenstown, Smyrna, Perry Hall, Annapolis, Baltimore, Easton, Clayton, Bel Air and North East
Showing 561-570 of
656
44.2 Miles
100%
5 votes
561
Paddle or Pedal
4055 Gordon Stinnett Avenue, Chesapeake Beach, MD 20732
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Visitors can explore Chesapeake Beach by kayak, paddleboard, or pedal boat with Paddle or Pedal. For visitors wanting to improve their kayak skills, the guides offer personalized lessons that go over the basics.
44.2 Miles
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0 votes
3999 Gordon Stinnett Avenue, Chesapeake Beach, MD 20732
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The Chesapeake Bay Tot Lot is a playground with swings and play structures. Bridges connect the larger three structures with slides, pagodas, and climbing features. a smaller structure is available for little tots. Wheelchair accessible and ample parking on site.
44.3 Miles
73%
33 votes
4155 Meres Ave, Chesapeake Beach, MD 20732
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Once an abandoned railway station, the Chesapeake Beach Railway Museum today, features a variety of historic railroad artifacts including a model train, a diorama, multiple photographs of vintage trains and towns and more.
44.3 Miles
Operating in Chesapeake Bay, Rod 'n' Reel Charter Fishing offers guided fishing expeditions with multiple boats. The company offers six hour, eight hour, and all day charter fishing expeditions, and some trips include lunch.
44.3 Miles
Offering bottom fishing, Captain Luke Fishing takes visitors out to the sea to fishing spots. The crew provides bait and fishing equipment on the boat so that visitors don't have to bring their own.
44.3 Miles
For an unforgettable fishing trip, Hooked Up 2 Charters provides half day, full day, and nighttime excursions through the Chesapeake Bay. Rods, tackle, ice, licenses, and a fish cleaning facility are all provided as well.
44.3 Miles
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1 votes
4165 Mears Avenue, Chesapeake Beach, MD 20732
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Visitors can enjoy guided fishing trips on the Chesapeake Bay with Captain Mike Harris at Compensation Charter Fishing. The offer trolling, jigging, chumming, and bottom fishing trips that target blues, trout, rockfish, croaker, spot, and drum.
44.5 Miles
DuPont nature center is an arm of the Delaware Division of Fish and Wildlife. Visitors will learn about local wildlife and fish, and can see horseshoe crabs spawning and the migration of shore birds, depending on the time of year.
44.5 Miles
The Scott's Cove Recreation Area is a park area adjacent to a large reservoir. The area offers fishing, boating, camping, and wildlife viewing opportunities, and is a nice spot for a picnic.
44.5 Miles
With the focus on catching bottom fish, Chesapeake Beach Fishing Charters organizes fishing excursions throughout Chesapeake Bay. Some of the most popular species found in the bay are rockfish, flounder, striper, trout, and bluefish.